3,4,5-Trimethoxybenzyl chloride

Base Information

• Chemical Name: 3,4,5-Trimethoxybenzyl chloride
• CAS No.: 3840-30-0
• Molecular Formula: C10H13ClO3
• Molecular Weight: 216.664
• Hs Code.: 2909309090
• European Community (EC) Number: 223-330-9
• NSC Number: 100940
• DSSTox Substance ID: DTXSID60191741
• Nikkaji Number: J32.102H
• Wikidata: Q72513737
• Mol file: 3840-30-0.mol

Synonyms:3,4,5-Trimethoxybenzyl chloride;3840-30-0;5-(Chloromethyl)-1,2,3-trimethoxybenzene;3,4,5-trimethoxybenzylchloride;Benzene, 5-(chloromethyl)-1,2,3-trimethoxy-;3,4,5-trimethoxy benzyl chloride;EINECS 223-330-9;NSC100940;5-(Chloromethyl)pyrogallol trimethyl ether;SCHEMBL1706883;3,4,5 trimethoxybenzyl chloride;DTXSID60191741;3,4,5-Trimethoxy-benzyl chloride;MFCD00040716;3,4,5-trimethoxy-alpha-chlorotoluene;AKOS000261971;NSC 100940;NSC-100940;BP-12583;FT-0676321;5-(Chloromethyl)-1,2,3-trimethoxybenzene #;H10807;A824139;3,4,5-Trimethoxybenzyl chloride, >=98.0% (AT);W-106487

Chemical Property of 3,4,5-Trimethoxybenzyl chloride

Chemical Property:

• Appearance/Colour: white solid
• Vapor Pressure: 0.00273mmHg at 25°C
• Melting Point: 60-63 °C
• Refractive Index: 1.504
• Boiling Point: 295.2 °C at 760 mmHg
• Flash Point: 110.6 °C
• PSA: 27.69000
• Density: 1.146 g/cm³
• LogP: 2.45120
• Storage Temp.: 2-8°C
• Solubility.: methanol: 0.1 g/mL, clear
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 216.0553220
• Heavy Atom Count: 14
• Complexity: 151

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4,5-Trimethoxybenzyl chloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi, C
• Hazard Codes: C,Xi
• Statements: 34-37
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)CCl

Technology Process of 3,4,5-Trimethoxybenzyl chloride

There total 9 articles about 3,4,5-Trimethoxybenzyl chloride which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 90.0%

(3,4,5-trimethoxyphenyl)methanol (3840-31-1) → 5-(chloromethyl)-1,2,3-trimethoxybenzene (3840-30-0)

Guidance literature:

With thionyl chloride; In dichloromethane; at 0 - 23 ℃;

DOI:10.1021/ja073714j

Reference yield:

formaldehyd (50-00-0,30525-89-4,61233-19-0) + 1,2,3-trimethoxybenzene (634-36-6) → 5-(chloromethyl)-1,2,3-trimethoxybenzene (3840-30-0)

Guidance literature:

With hydrogenchloride; In toluene; at 10 ℃;

Reference yield:

3,4,5-trimethoxy-benzaldehyde (86-81-7) → 5-(chloromethyl)-1,2,3-trimethoxybenzene (3840-30-0)

Guidance literature:

Multi-step reaction with 2 steps

1: NaBH₄ / methanol / 20 °C

2: SOCl₂ / dioxane / 20 °C

With sodium tetrahydroborate; thionyl chloride; In 1,4-dioxane; methanol;

DOI:10.1016/S0960-894X(01)00403-6

upstream raw materials:

(3,4,5-trimethoxyphenyl)methanol

1,2,3-trimethoxy-5-(methoxymethyl)benzene

3,4,5-trimethoxy-benzaldehyde

syringic alcohol

Downstream raw materials:

1-(3,4,5-trimethoxy-benzyl)-piperidine

2,2-dimethyl-1-phenyl-3-(3,4,5-trimethoxy-phenyl)-propan-1-one

2-(3,4,5-trimethyloxy)benzylmalonic acid diethyl ester

2-(5-methoxy-2-nitro-phenyl)-3-(3,4,5-trimethoxy-phenyl)-propionitrile

Refernces

• 1、 Usami, Kaoru,Yamaguchi, Eiji,Tada, Norihiro,Itoh, Akichika. "Visible-Light-Mediated Iminyl Radical Generation from Benzyl Oxime Ether: Synthesis of Pyrroline via Hydroimination Cyclization". supporting information. p. 5714 - 5717. Retrieved 2018/09/21.
• 2、 Urbaniak, Alicja,Delgado, Magdalena,Kacprzak, Karol,Chambers, Timothy C.. "Activity of resveratrol triesters against primary acute lymphoblastic leukemia cells". supporting information. p. 2766 - 2770. Retrieved 2017/05/29.